Contractor Operations And Payroll Specialist

Contractor Onboarding 

• Generate and issue contractor agreements for individual contractors and third-party agency contractors, collaborating with legal counsel, PMO and our contractor management vendor when necessary

• Manage amendments, renewals, extensions and terminations, keeping contract records current and audit-ready.

• Collect and validate onboarding documentation and maintain contractor records in Deel and HiBob.

• Coach contractors through onboarding processes and tasks to be work-ready on time.

Payment Management

• Partner with our PMO and Finance teams to make sure contractor timesheets are recorded accurately and on time; validate hours against contracts, rates and approvals.

• Translate approved contractor hours into accurate invoices and resolve variances before payment.

• Prepare, review and release contractor payments on schedule, across currencies and payment methods.

• Investigate payment inquiries and process adjustments, off-cycle payments and corrections to resolve payments discrepancies.

• Manage contractor payment funding across legal entities, forecasting cash needs ahead of each pay run.

• Prepare journal entries for contractors on the month-end close schedule.

• Identify and implement improvements to contractor workflows, reducing manual effort and error across contracting, timesheets, invoicing and funding.

Communications & Support

• Serve as the primary point of contact for contractors and agency partners on invoices and payment questions.

• Respond to inquiries and escalations with accuracy, empathy and discretion, and escalate complex or sensitive cases appropriately.

• Maintain up-to-date process guides and FAQs so contractors and project managers know their responsibilities and deadlines.

• 3+ years of experience in payroll, accounts payable, contractor management with a multi-country workforce.

• Hands-on experience generating contracts and managing the contractor lifecycle.

• Strong understanding of timesheet-to-invoice-to-payment workflows.

• Working knowledge of journal entries, accruals, intercompany and multi-entity accounting, and month-end close; comfortable partnering with Finance on reconciliations.

• Advanced spreadsheet skills (VLOOKUPs, Pivot Tables, etc.), preferably Google Sheets, with the ability to reconcile large data sets accurately.

• Fluent spoken and written English, with excellent communication skills and the ability to explain contracts, deadlines and payment issues clearly.

• High attention to detail and a compliance and audit mindset, with the discretion to handle confidential banking, tax and compensation data.

• A high-ownership, proactive mindset, with the curiosity to improve processes and adopt new tools.

Nice to Have

• Experience with Deel, HiBob or comparable global contractor platforms.

• Experience in a professional services, agency or consulting environment with a large contractor population.

• Experience paying across currencies and jurisdictions, and a working awareness of contractor classification and compliance risks.

• Hands-on experience using generative AI tools (such as Claude) to build or improve workflows, reporting or process documentation.